Category: 707-07-3

Synthetic Route of 707-07-3,Some common heterocyclic compound, 707-07-3, name is (Trimethoxymethyl)benzene, molecular formula is C10H14O3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: To a stirred solution of the respective N-carbamate-protected aminovicinal diol 4 (0.50 mmol, 1 equiv) in CH2Cl2 (10 mL, 0.05 M) were added BF3·OEt2 (50 muL, 0.050 mmol, 0.1 equiv, 1.0 M solution in CH2Cl2) and trimethyl orthobenzoate (0.13 mL, 0.75 mmol, 1.5 equiv) at r.t. The resulting mixture was refluxed or stirred at r.t. under N2 until TLC showed complete conversion of the substrate. The reaction was quenched with sat. aq NaHCO3 and extracted with EtOAc (2 ×). The combined organic layers were washed with brine, dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (hexane/EtOAc) to give the desired product 5.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (Trimethoxymethyl)benzene, its application will become more common.

Reference:
Article; Park, Heemin; Kwon, Yongseok; Shin, Jae Eui; Kim, Woo-Jung; Hwang, Soonho; Lee, Seokwoo; Kim, Sanghee; Synthesis; vol. 49; 12; (2017); p. 2761 – 2767;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 707-07-3, name is (Trimethoxymethyl)benzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C10H14O3

To a suspension of known p-tolyl 2-O-benzyl-1-thio-beta-L-fucopyranoside 2 (3.5 g, 9.7 mmol) in dry CH3CN (20 mL), trimethyl orthobenzoate (2.2 mL, 12.6 mmol) was added followed by the addition of CSA (25 mg). The reaction mixture was allowed to stir at room temperature for 2 h until the TLC (n-hexane-EtOAc; 2:1) showed complete conversion of the starting material. Then the solvents were evaporated in vacuo and the crude mixture was diluted with CH2Cl2 (25 mL) and washed with 1 M HCl (2 25 mL). The organic layer was then collected, dried (Na2SO4) and filtered. The solvents were then evaporated and the crude mixture was purified by flash chromatography to give the pure product 3 (3.9 g, 87%) asa colourless syrup.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Das, Rituparna; Mahanti, Mukul; Mukhopadhyay, Balaram; Carbohydrate Research; vol. 399; (2014); p. 15 – 20;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 707-07-3, These common heterocyclic compound, 707-07-3, name is (Trimethoxymethyl)benzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: To a stirred solution of the respective N-carbamate-protected aminovicinal diol 4 (0.50 mmol, 1 equiv) in CH2Cl2 (10 mL, 0.05 M) were added BF3·OEt2 (50 muL, 0.050 mmol, 0.1 equiv, 1.0 M solution in CH2Cl2) and trimethyl orthobenzoate (0.13 mL, 0.75 mmol, 1.5 equiv) at r.t. The resulting mixture was refluxed or stirred at r.t. under N2 until TLC showed complete conversion of the substrate. The reaction was quenched with sat. aq NaHCO3 and extracted with EtOAc (2 ×). The combined organic layers were washed with brine, dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (hexane/EtOAc) to give the desired product 5.

The synthetic route of 707-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Park, Heemin; Kwon, Yongseok; Shin, Jae Eui; Kim, Woo-Jung; Hwang, Soonho; Lee, Seokwoo; Kim, Sanghee; Synthesis; vol. 49; 12; (2017); p. 2761 – 2767;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 707-07-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 707-07-3 name is (Trimethoxymethyl)benzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Method 2; Methyl-1-(chloroacetyl)-2-oxoindoline-6-carboxylate (12,0 g; 0,045 mol) is suspended in xylene (60 ml) at ambient temperature. Acetic anhydride (16,2 g; 0,157 mol) is added to this suspension. The mixture is heated to reflux, trimethyl orthobenzoate (20,0 g; 0,108 mol) is added within 40 min and heating is maintained for 4 h. The mixture is cooled down to 0 0C and the mother liquor is separated. The solid is subsequently washed with xylene (14 ml) and a mixture of xylene (8 ml) and ethyl acetate (8 ml). After drying 14,3 g (81 ,0 %) of the “chlorenol” compound are isolated as yellow crystals.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (Trimethoxymethyl)benzene, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/71523; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 707-07-3, name is (Trimethoxymethyl)benzene, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 707-07-3, name: (Trimethoxymethyl)benzene

A mixture of methyl 1-acetyl-oxindole-6-carboxylate of formula 3 (7.00 g), toluene (20 ml) and acetanhydride (9.8 ml) was stirred in a flask equipped with a small Vigreux column and adistillation adapter at 110C for 5 mm, producing a turbid orange-red solution. At the temperature of 110C, trimethyl orthobenzoate (12.4 ml) was added dropwise to the reaction mixture, followed by toluene (16 ml), by means of a syringe fitted with a needle reaching into the flask. The bath temperature was slowly increased to slowly distil the produced methyl acetate. After distilling for 4 h, the bath temperature was 125C and the distillate volume was6.5 ml. The reaction mixture was left to stand at 20C for 4 h and the crystallization of the product was completed in 2 h at 10C. The product was filtered off, washed with toluene and finally with a mixture of toluene and ethyl acetate (1: 1). The yield was 8.94 g (85%) of a beige powder

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, (Trimethoxymethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ZENTIVA, K.S.; MECA, Ludek; (16 pag.)WO2017/16530; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 707-07-3, name is (Trimethoxymethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of (Trimethoxymethyl)benzene

General procedure: To a solution of 2′-hydroxy-2-nitroacetophenone (13.3 g, 0.074 mol) in trimethyl orthoformate (66.4 mL) was added concentrated sulfuric acid (0.36 g). The reaction mixture was then refluxed for 6 h and distilled to a dry residue. The solid that formed was washed with water and recrystallized from methanol to give a brown solid in 84% yield (11.7 g).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 707-07-3.

Reference:
Article; Iaroshenko, Viktor O.; Mkrtchyan, Satenik; Gevorgyan, Ashot; Vilches-Herrera, Marcelo; Sevenard, Dmitri V.; Villinger, Alexander; Ghochikyan, Tariel V.; Saghiyan, Ashot; Sosnovskikh, Vyacheslav Ya.; Langer, Peter; Tetrahedron; vol. 68; 11; (2012); p. 2532 – 2543;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 707-07-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 707-07-3, name is (Trimethoxymethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

4-(2-Azidoethyl)phenyl 4-0-benzoyl-2,6-di-0-benzyl-p-D-galactopyranoside (16)To a solution of 15 (1 .17 g, 2.31 mmol) in toluene (15 mL) were added trimethylortho- benzoate (0.64 mL, 3.72 mmol) and p-TsOH (1 18 mg, 0.62 mmol). The mixture was stirred at 45C overnight, then concentrated and the residue dissolved in 90% aq AcOH (15 mL). The solution was stirred for 2 h at 60C, concentrated, and the residue was purified by flash chromatography (petroleum ether/EtOAc, 9:1 to 7:3) to yield 16 (1 .30 g, 2.14 mmol, 93%) as a colorless oil. (0231) [a]D20 -8.4 (c 1.00, CHCI3); 1H NMR (500 MHz, CDCI3): delta 2.83 (t, J = 7.3 Hz, 2H, (0232) CH2CH2N3), 3.44 (t, J = 7.3 Hz, 2H, CH2CH2N3) 3.60-3.66 (m, 2H, H-6), 3.87 (dd, J = 7.4, (0233) 9.6 Hz, 1 H, H-2), 3.92 (dd, J = 3.5, 9.6 Hz, 1 H, H-3), 3.96 (t, J = 6.2 Hz, 1 H, H-5), 4.41 , 4.48 (A, B of AB, J = 1 1 .7 Hz, 2H, CH2Ph), 4.78 (A of AB, J = 1 1 .2 Hz, 1 H, CH2Ph), 4.99- (0234) 5.07 (m, 2H, H-1 , CH2Ph), 5.63 (d, J = 2.8 Hz, 1 H, H-4), 7.06, 7.12 (AA, BB’ of AA’BB’, J = 8.5 Hz, 4H, C6H4), 7.18-7.35 (m, 10H, 2 C6H5), 7.43 (t, J = 7.8 Hz, 2H, C6H5), 7.56 (t, J = 7.4 Hz, 1 H, C6H5), 8.04-8.09 (m, 2H, C6H5); 13C NMR (126 MHz, CDCI3): delta 34.62 (0235) (CH2CH2N3), 52.63 (CH2CH2N3), 68.61 (C-6), 70.25 (C-4), 72.21 (C-3), 73.28 (C-5), 73.71 , 75.13 (2 CH2Ph), 79.15 (C-2), 101 .89 (C-1 ), 1 17.07 (2C, C6H4), 127.76, 127.78, 128.04, 128.29, 128.39, 128.49, 128.58, 129.57 (12C, 3 C6H5), 129.93 (2C, C6H4), 130.10, 132.46, 133.38, 137.79 (6C, 3 C6H5), 138.06, 156.17 (C6H4), 166.38 (CO); ESI-MS: m/z: calcd for C35H35N3Na07 [M+Na]+: 532.24, found: 532.28; IR (film): 2102 cm”1 (N3).

The chemical industry reduces the impact on the environment during synthesis (Trimethoxymethyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; UNIVERSITAET BASEL; ERNST, Beat; HERRENDORFF, Ruben; STECK, Andreas; YANG, Fan; WO2015/136027; (2015); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 707-07-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 707-07-3 name is (Trimethoxymethyl)benzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a stirred solution of 14 (1.40 g, 3.74mmol) inCH2Cl2 (5 mL)was added trimethylorthobenzoate (1.44 mL, 7.48 mmol). The mixture was treated with a catalyticamount of (+)-10-camphorsulfonic acid at 25C for 30 min, and then the solutionwas concentrated. To the residue was added 80% HOAc, and after stirring 10 min,themixture was concentrated. The residue was purified by flash column chromatography(petroleum ether/ethyl acetate, 3:1) to yield 5 (1.45 g, 81%) as a syrup. 1HNMR (600 MHz, CDCl3): delta 8.12-8.07 (m, 4H, ArH), 7.63-7.57 (m, 2H, ArH), 7.48(t, J=7.2Hz, 1H, ArH), 7.47 (t, J=7.2Hz, 1H, ArH), 7.40 (d, J=7.8Hz, 2H, ArH),7.13 (d, J=7.8Hz, 2H, ArH), 5.64 (dd, J=3.6, 1.8Hz, 1H,H-2), 5.58 (d, J=1.2Hz,1H, H-1), 5.32 (t, J = 9.6 Hz, 1H, H-4), 4.57 (m, 1H, H-5), 4.33-4.27 (m, 1H, H-3),2.52 (d, J = 7.8 Hz, 1H, -OH), 2.32 (s, 3H, -SPhCH3), 1.34 (d, J = 6.0 Hz, 3H, H-6); 13C NMR (150 MHz, CDCl3): delta 167.15, 165.87, 138.16, 133.58, 133.56, 132.40,129.95, 129.88, 129.87, 129.84, 129.61, 129.30, 129.28, 128.57, 128.54, 128.06, 86.21,75.74, 74.78, 69.70, 67.42, 21.12, 17.53; ESI HRMS: calcd for (C27H26O6S+Na+)m/z, 501.1342; found, 501.1354.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (Trimethoxymethyl)benzene, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Xin; Wang, Dongyue; Jin, Guoxia; Wang, Lizhen; Guo, Zhongwu; Gu, Guofeng; Journal of Carbohydrate Chemistry; vol. 36; 4-6; (2017); p. 189 – 204;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 707-07-3, name is (Trimethoxymethyl)benzene, A new synthetic method of this compound is introduced below., Product Details of 707-07-3

To toluene (200 mL), 5-bromo-2-amino-benzylamine (9.5 g, 47.2 mmol) and trimethyl- benzoic orthoester (8.2 g, 47.2 mmol) were added, followed by p-toulensulfonic acid (1.35 g, 7.1 mmol). The resulting suspension was stirred at reflux for 50 hours. The reaction mixture was cooled at r.t., diluted with AcOEt (150 mL), washed with saturated sodium bicarbonate, then with water. The organic layer was dried and concentrated to provide the intermediate dihydroquinazoline as a light brown solid (8.5 g; 63%). This intermediate is dissolved in DCM (20 mL) at r.t., then MnO2 (5.1 g ) was added. The resulting mixture was stirred at r.t. for 48 hrs, then filtered on celite. The filtrate was concentrated to provide the title product as white solid ( 8.1 g, 95%). Cj4H9BrN2; MW: 285.15; MS m/z: 286 (M+ 1). 1H-NMR (300 MHz, d6-DMSO) ppm: 7.58-7.61 (m, 3H), 8.02 (d, IH), 8.17 (dd, IH), 8.49-8.56(m, 3H), 9.70(s, IH).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ROTTAPHARM S.P.A.; WO2009/152868; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 707-07-3, name is (Trimethoxymethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of (Trimethoxymethyl)benzene

General procedure: To a stirred solution of the respective N-carbamate-protected aminovicinal diol 4 (0.50 mmol, 1 equiv) in CH2Cl2 (10 mL, 0.05 M) were added BF3·OEt2 (50 muL, 0.050 mmol, 0.1 equiv, 1.0 M solution in CH2Cl2) and trimethyl orthobenzoate (0.13 mL, 0.75 mmol, 1.5 equiv) at r.t. The resulting mixture was refluxed or stirred at r.t. under N2 until TLC showed complete conversion of the substrate. The reaction was quenched with sat. aq NaHCO3 and extracted with EtOAc (2 ×). The combined organic layers were washed with brine, dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (hexane/EtOAc) to give the desired product 5.

According to the analysis of related databases, 707-07-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Park, Heemin; Kwon, Yongseok; Shin, Jae Eui; Kim, Woo-Jung; Hwang, Soonho; Lee, Seokwoo; Kim, Sanghee; Synthesis; vol. 49; 12; (2017); p. 2761 – 2767;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem